25695-77-6

Basic information

• Product Name: 2-Propenoic acid, 3-phenyl-, phenyl ester, (2E)-
• Synonyms: 2-Propenoic acid, 3-phenyl-, phenyl ester, (2E)-;Phenyl (E)-Cinnamate
• CAS NO: 25695-77-6
• Molecular Formula: C₁₅H₁₂O₂
• Molecular Weight: 224.25458
• Mol File: 25695-77-6.mol
• Article Data: 51

Chemical Properties

• Melting Point: 74.3°C
• Boiling Point: 325.66°C (rough estimate)
• Appearance: /
• Density: 1.0650
• Refractive Index: 1.6600 (estimate)
• CAS DataBase Reference: 2-Propenoic acid, 3-phenyl-, phenyl ester, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-phenyl-, phenyl ester, (2E)-(25695-77-6)
• EPA Substance Registry System: 2-Propenoic acid, 3-phenyl-, phenyl ester, (2E)-(25695-77-6)

Safety Data

• Hazardous Substances Data: 25695-77-6(Hazardous Substances Data)

Usage

Description

2-Propenoic acid, 3-phenyl-, phenyl ester, (2E)-, also known as cinnamic acid phenyl ester, is a chemical compound with the molecular formula C15H12O2. It is a colorless to pale yellow solid that is often used in the production of perfumes, flavorings, and pharmaceuticals. Cinnamic acid phenyl ester possesses a sweet, honey-like aroma and is also used as a UV filter in sunscreen and as a flavor modifier in the food industry. It is considered to have low toxicity and is not classified as a carcinogen, mutagen, or teratogen, making it safe for use in a variety of consumer products.

Uses

Used in Perfume Industry:
2-Propenoic acid, 3-phenyl-, phenyl ester, (2E)is used as a fragrance ingredient for its sweet, honey-like aroma, enhancing the scent profiles of various perfumes.
Used in Flavor Industry:
2-Propenoic acid, 3-phenyl-, phenyl ester, (2E)is used as a flavor modifier to impart a unique taste and aroma to food products, improving their overall sensory appeal.
Used in Pharmaceutical Industry:
2-Propenoic acid, 3-phenyl-, phenyl ester, (2E)is used in the development of pharmaceuticals, potentially contributing to the creation of new medications or improving the delivery and efficacy of existing ones.
Used in Sunscreen Products:
2-Propenoic acid, 3-phenyl-, phenyl ester, (2E)is used as a UV filter in sunscreen products, providing protection against harmful ultraviolet radiation and helping to prevent skin damage.
Used in Food Industry:
2-Propenoic acid, 3-phenyl-, phenyl ester, (2E)is used as a flavor enhancer in the food industry, adding depth and complexity to the taste of various food items.

Upstream product

• 102-92-1 cinnamoyl chloride 
• 108-95-2 phenol 
• 621-82-9 Cinnamic acid 
• 102-92-1 Cinnamoyl chloride 
• 140-10-3 (E)-3-phenylacrylic acid 
• 21947-71-7 cinnamic anhydride 
• 4279-76-9 phenoxyacetylene 
• 100-52-7 benzaldehyde 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 
• 67-66-3 chloroform 
• 6338-19-8 (E)-but-2-enedioic acid diphenyl ester 
• 13360-92-4 phenyl diphenylphosphinite 
• 1885-14-9 phenyl chloroformate 

Downstream Products

• 40326-95-2 phenyl α,β-dibromohydrocinnamate 
• 588-59-0 stilbene 
• 15719-64-9 methylammonium carbonate 
• 108-95-2 phenol 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 128845-76-1 (1E,3Z)-7-Chloro-1-phenyl-3-phenoxy-1,3-heptadiene 
• 888-12-0 (E)-2'-hydroxy-chalcone 
• 2657-25-2 (E)-1-(4-hydroxyphenyl)-3-phenylprop-2-en-1-one 
• 5452-60-8 meso 3,4-diphenyl-1-cyclopentanone 
• 13351-28-5 trans-3,4-diphenylcyclopentanone 
• 124-38-9 carbon dioxide 
• 606-86-0 1,3,3-triphenylpropan-1-one 
• 644-78-0 2-hydroxychalcone 
• 58369-45-2 (E)-1,5-diphenylpent-4-ene-1,3-dione 

Relevant articles and documents

SYNTHESIS OF SOME FUNCTIONAL DERIVATIVES FROM AROXYACETYLENES AND AROXYPROPYNES

-

Site-Selective Acceptorless Dehydrogenation of Aliphatics Enabled by Organophotoredox/Cobalt Dual Catalysis

The value of catalytic dehydrogenation of aliphatics (CDA) in organic synthesis has remained largely underexplored. Known homogeneous CDA systems often require the use of sacrificial hydrogen acceptors (or oxidants), precious metal catalysts, and harsh reaction conditions, thus limiting most existing methods to dehydrogenation of non- or low-functionalized alkanes. Here we describe a visible-light-driven, dual-catalyst system consisting of inexpensive organophotoredox and base-metal catalysts for room-temperature, acceptorless-CDA (Al-CDA). Initiated by photoexited 2-chloroanthraquinone, the process involves H atom transfer (HAT) of aliphatics to form alkyl radicals, which then react with cobaloxime to produce olefins and H2. This operationally simple method enables direct dehydrogenation of readily available chemical feedstocks to diversely functionalized olefins. For example, we demonstrate, for the first time, the oxidant-free desaturation of thioethers and amides to alkenyl sulfides and enamides, respectively. Moreover, the system's exceptional site selectivity and functional group tolerance are illustrated by late-stage dehydrogenation and synthesis of 14 biologically relevant molecules and pharmaceutical ingredients. Mechanistic studies have revealed a dual HAT process and provided insights into the origin of reactivity and site selectivity.

Hypervalent iodine(iii) induced oxidative olefination of benzylamines using Wittig reagents

We have developed hypervalent iodine(iii) induced oxidative olefination of primary and secondary benzylamines using 2C-Wittig reagents, which provides easy access to α,β-unsaturated esters. Mild reaction conditions, good to excellent yields with high (E) selectivity, and a broad substrate scope are the key features of this reaction. We have successfully carried out the gram-scale synthesis of α,β-unsaturated esters.